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  • First asymmetric total syntheses and determination of absolute configurations of (+)-eudesmadiene-12,6-olide and (+)-frullanolide.

First asymmetric total syntheses and determination of absolute configurations of (+)-eudesmadiene-12,6-olide and (+)-frullanolide.

Organic letters (2013-03-15)
Yu-Yu Chou, Chun-Chen Liao
ABSTRACT

The first asymmetric total syntheses of sesquiterpene lactones (+)-eudesmadiene-12,6-olide (1) and (+)-frullanolide (2) have been accomplished from 4-bromo-2-methoxyphenol (5) in 12 and 13 synthetic steps, respectively, and the absolute configurations of these two natural products were determined.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Guaiacol, oxidation indicator
Supelco
Guaiacol, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Guaiacol, natural, ≥99%, FG